Hollywood MD Real Estate & Homes for Sale

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Beds:
4
Baths:
4.00
Sq.Ft.:
3,980
Status:
NEW LISTING
MLS#:
MDSM2031676
Type:
Single Family-Detached
Subdivision:
Forrest Farm
Lot size:
2 Acres
Year built:
2005
Courtesy: Berkshire Hathaway HomeServices PenFed Realty 301-870-7653
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ADDITIONAL INFORMATION

Welcome to this exceptional stone-front residence tucked away on a quiet cul-de-sac in one of Hollywood's most desirable communities. Thoughtfully updated and meticulously maintained, this home showcases a level of craftsmanship, character, and attention to detail rarely found. From the moment you step inside, you'll appreciate the stunning hardwood flooring, custom trim and crown molding, decorative ceilings, elegant lighting, built-ins, and designer finishes that create a warm yet sophisticated atmosphere throughout. The dramatic foyer opens to spacious gathering areas, including a beautiful family room featuring a gas fireplace and pre-wiring for a premium surround sound system. Just beyond, the breathtaking sunroom is sure to become a favorite retreat, featuring custom built-in bookcases, a charming window seat, and a dramatic wall of windows that frames peaceful views of the surrounding trees and nature beyond. The heart of the home is the beautifully remodeled kitchen, offering updated countertops and flooring, premium appliances, including a Café wall oven with Air Fry technology and a Bosch induction cooktop, abundant cabinetry, and an inviting layout designed for both everyday living and entertaining. A striking butler's pantry adds even more character and functionality. The primary bedroom includes an en suite bath with a luxurious freestanding soaking tub, beautifully positioned beneath a large picture window and framed by custom built-in shelving. The primary also offers a custom walk-in closet system and a private beverage center complete with granite countertops, sink, built-in cabinetry, open display shelving, subway tile backsplash, and a beverage refrigerator. Additional bedrooms are generously sized offering space and flexibility. The lower level offers endless possibilities with a pellet stove, full bath, a bonus room, and flexible space ideal for recreation, hobbies, fitness, guests, or additional storage. Outdoor living is equally impressive. The professionally landscaped and terraced backyard serves as a private retreat, complete with an expansive deck, pergolas, fire pit gathering area, and peaceful wooded backdrop. Whether entertaining a crowd or enjoying a quiet evening outdoors, this space is truly special. Additional highlights include a Tesla EV charger, sprinkler systems, tankless gas water heater, upgraded insulation, custom closet systems throughout, an oversized 3-car garage, and a newer roof approximately 4.5 years old. Residents enjoy outstanding community amenities including a pool, kiddie pool, pickleball and tennis courts, volleyball and soccer fields, disc golf, a community center, snow removal, and common area maintenance. A rare opportunity to own a beautifully upgraded home that combines timeless craftsmanship, modern conveniences, and exceptional indoor-outdoor living. Professional Photos coming by Wednesday June 17th.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,271
Status:
NEW LISTING
MLS#:
MDSM2031600
Type:
Single Family-Detached
Subdivision:
Hollywood Shores
Lot size:
0.23 Acres
Year built:
1955
Courtesy: RE/MAX One 443-771-8009
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ADDITIONAL INFORMATION

Charming 2-bedroom, 1-bath rambler in a fantastic walkable neighborhood! This well-maintained home welcomes you with a large, bright foyer and offers beautiful water views from the forward-facing bedroom. Filled with natural light, the layout flows nicely into the dining room featuring a sliding glass door that walks out to the backyard. Enjoy a spacious driveway, fully fenced yard, and easy-care landscaping with two storage sheds. Community amenities are a major highlight — relax at the inground pool (fenced and a swingset for kids), use the pool house with restrooms, and take advantage of the community beach and boat ramp, all within walking distance. Low HOA dues make this an exceptional value! Perfect starter home or downsizer with water views and easy living.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,415
Status:
NEW LISTING
MLS#:
MDSM2031616
Type:
Single Family-Detached
Subdivision:
Broad Creek
Lot size:
0.17 Acres
Year built:
2010
Courtesy: EXP Realty, LLC 888-860-7369
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ADDITIONAL INFORMATION

Don't miss this immaculate QBH Patuxent Model offering over 3,400 square feet of beautifully finished living space in the highly desirable Hollywood location! This spacious home features 4 bedrooms, 3.5 bathrooms, gleaming hardwood flooring, and a gourmet kitchen complete with granite countertops, a large center island, and an open layout overlooking the family room with additional space for a kitchen table. The fully finished basement provides exceptional flexibility with an additional bedroom and full bathroom that is perfect for guests, extended family, or a private home office. Enjoy outdoor living on the deck overlooking the fenced rear yard, all situated on a large corner lot. Additional highlights include a 2-car garage and the significant benefit of No Front Foot Fee! Conveniently located just minutes from NAS Patuxent River and close to shopping, restaurants, schools, and everyday conveniences. This move-in ready home combines space, comfort, and location - Schedule your showing as soon as it becomes available or visit us at our Open House this Saturday, 6/6, from 12 PM to 2 PM and Sunday, 6/7, from 1 PM to 3 PM!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,192
Status:
NEW LISTING
MLS#:
MDSM2031636
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
1 Acres
Year built:
1960
Courtesy: Real Broker, LLC 855-450-0442
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ADDITIONAL INFORMATION

Beds:
4
Baths:
1.00
Sq.Ft.:
1,564
Status:
Active
MLS#:
MDSM2031472
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
0.94 Acres
Year built:
1948
Courtesy: EXP Realty, LLC 888-860-7369
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ADDITIONAL INFORMATION

Full of timeless character and warmth, 24669 Hollywood Road is an absolutely adorable 4-bedroom Cape Cod nestled on an almost one-acre private lot in a convenient location between Hollywood and Leonardtown. From the moment you arrive, this charming home captures your heart with its classic architecture, mature setting, and inviting curb appeal. Inside, vintage charm shines throughout with beautiful wood floors, graceful arched doorways, and a cozy brick fireplace with a gas insert that creates the perfect gathering space. Fresh paint throughout gives the home a bright, refreshed feel while still preserving its original character and charm. Natural light pours into every corner of the home, including the lovely sunroom — an ideal space for morning coffee, plants, or relaxing with a good book. Upstairs, you’ll find a cozy reading nook complete with a charming window seat, adding even more personality and comfort to this special home. Move in ready including two heat pumps and a tankless water heater for efficient year-round comfort. The spacious lot offers privacy, room to garden or play, and the peaceful setting so many buyers are searching for. Blending classic details with thoughtful updates, 24669 Hollywood Road is the perfect place to enjoy cozy living with character, convenience, and charm.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,200
Status:
Active
MLS#:
MDSM2031442
Type:
Townhouse
Subdivision:
Holland Forrest Landing
Lot size:
0.03 Acres
Year built:
1996
Courtesy: CENTURY 21 New Millennium 301-862-2169
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ADDITIONAL INFORMATION

Looking for an affordable, move-in ready home in Southern Maryland? This beautifully updated end-unit townhouse in Hollywood offers the perfect blend of comfort, convenience, and value. Freshly updated with new paint and durable LVP flooring throughout, the home feels clean, modern, and truly turnkey. Major improvements like a newer HVAC system and roof provide peace of mind, while thoughtful features such as a back deck and attached outdoor storage add everyday functionality. Designed to feel cozy and inviting, the home still offers enough space for a growing family to live comfortably and settle in with ease. Even better, it’s located in a well-maintained community where yard maintenance, trash service, and quarterly pest control are all included—making ownership simple and low-stress. Perfectly positioned just minutes from Leonardtown, California, and Naval Air Station Patuxent River, you’ll enjoy quick access to shopping, dining, schools, and major employers, all while coming home to a quiet Southern Maryland setting. A rare opportunity for affordability, updates, and location all in one. Each property has one assigned parking space; however visitor parking spaces are available.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,600
Status:
Active
MLS#:
MDSM2031312
Type:
Single Family-Detached
Subdivision:
Land O Lakes
Lot size:
2.06 Acres
Year built:
1979
Courtesy: CENTURY 21 New Millennium 301-862-2169
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ADDITIONAL INFORMATION

Come home to your own secluded oasis! Tucked into the trees on Gallant Man Dr., this 4-bedroom, 3.5 bath rambler features a saltwater, in-ground pool that's great for beating summer temps, and heated for cooler weather, too! A front addition, solarium and finished basement add up to more than 2,600 sq ft of living space in this freshly-painted, one-level-living home. A nicely landscaped yard leads to the heated front walkway & landing, eliminating the need for winter shoveling and de-icing! A tiled foyer leads past the living room w/ hardwood flooring and into the open kitchen/dining room. The updated kitchen includes Granite counters, Oak cabinets, tile backsplash, and recessed lights. Nice-size dining area leads out to the sun room, overlooking the pool and surrounding woods. Whether you're lounging on the composite wrap-around deck, or poolside, enjoy the serenity that more than two private acres allows. Two big bedrooms, two mid-size bedrooms, one w/ attached bath, and three baths provide plenty of space for everyone. Bath updates include tiled showers, vanities and lighting. A convenient main floor laundry has additional cabinet storage. Downstairs, use the finished bonus room for whatever you need. Fill it with hang-out furniture, game table, big screen TV, hobbies, workshop, fitness equipment... you name it! A sliding door walks out to the fenced pool surround, and the LL half bath is a convenient changing room for swimmers. A lower driveway leads to the side-load LL garage w/ new door, and huge shed. Up top, a second driveway & parking pad access the front entry. The 12x24 shed is capable of storing a small boat and has electric. No HOA, so park your RV or big boat, too! Behind the pool is another acre of woods with partial clearings and flat ground that would make a great location for a woodsy fire circle, archery range, or chicken coop. A new pool liner in '24, gutter guards, and 5-year HVAC & water heater add comfort and ease-of-care for years to come. It feels like country living, but the Land O' Lakes neighborhood is only a short drive from main commuter routes, shopping/restaurants, and goes to Leonardtown schools. Don't miss a chance at your own private oasis, request your showing today!

Beds:
3
Baths:
4.00
Sq.Ft.:
4,537
Status:
Active
MLS#:
MDSM2031108
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
0.48 Acres
Year built:
2015
Courtesy: RE/MAX One 443-771-8009
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ADDITIONAL INFORMATION

Welcome to this stunning custom waterfront home, situated high on Half Pone Point, offering elegant living on the St. Mary’s side of the Patuxent River. Built in 2014, this well-maintained property features quality workmanship throughout its approximately 4,500 square feet of above-grade living space. The bright and open interior features a first-floor owner's suite, spacious secondary bedrooms upstairs, and a large upper-level craft/media room. The main level offers 9' ceilings, hardwood floors, a dedicated office, dining room, and an inviting family room with a coffered ceiling, adjacent to a tile-floored sunroom to capture coastal scenery all year, complete with an indoor porch swing. The main-level primary suite boasts elegant tray ceilings and three expansive walk-in closets. The spa-like primary bath features a heated floor, a separate walk-in shower, dual vanities, a private water closet, and a luxurious two-person whirlpool tub, with convenient direct access to the spacious laundry room. The chef-inspired gourmet kitchen features stunning granite counters, custom 42" cabinetry, and a full suite of professional stainless steel appliances. Culinary enthusiasts will appreciate the gas cooktop with a dedicated pot filler and the large corner pantry. Transition seamlessly to the unparalleled outdoor oasis, designed for grand entertaining. The 14x20 composite deck features sleek glass railing panels for unobstructed views and a retractable awning for shade. Below, a hardscape patio defines a comfortable conversation area centered around a remote-controlled gas fire pit—ideal for enjoying cool coastal evenings. This is the epitome of coastal living, defined by exceptional waterfront amenities: 100 feet of private Patuxent River frontage, complete with a 290-foot pier and boat lift, providing effortless deep-water access to the Chesapeake Bay and stunning, direct views of the iconic Solomons Island Bridge. Ample storage and flex space abound, including an oversized 3-car garage, a dedicated RV pad, and a 16x10 Amish-built shed. The unfinished walk-up basement offers vast potential, complete with built-in shelving, a workbench, a convenient half bath, and an exterior entrance. Modern systems ensure year-round comfort and peace of mind, including a dual-zone HVAC system (heat pump with gas furnace backup) and a ready-to-use home generator. Built for enduring resilience and convenience, the home features durable HardiePlank siding and 30-year Timberline architectural shingles. Short commute to NAS Pax River, home of the US Naval Test Pilot School. Embrace the Southern Maryland lifestyle with immediate access to recreational boating, fishing, and crabbing. Explore nearby historic towns—Solomons, St. Mary’s City, and Leonardtown—offering fine dining, seasonal concerts, and festivals. It's your turn to claim this luxury retreat and coastal charm, entertaining friends and family along the picturesque shores of the Patuxent River.

Beds:
4
Baths:
4.00
Sq.Ft.:
4,396
Status:
Active
MLS#:
MDSM2031086
Type:
Single Family-Detached
Subdivision:
Broad Creek
Lot size:
0.17 Acres
Year built:
2009
Courtesy: Century 21 Redwood Realty 301-208-2288
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ADDITIONAL INFORMATION

Located in the popular Broad Creek neighborhood, this spacious two-story home offers over 4,500 square feet of beautifully designed living space. Features include hardwood floors, a two-story great room, separate formal dining room with crown molding, and a main-level office perfect for working from home. (main level heat pump replaced 2024) The kitchen is equipped with ample cabinetry, a center island & granite countertops & new refrigerator & double ovens. Upstairs, you’ll find generously sized bedrooms, owner’s suite has an arched ceiling, sitting room, dual vanities, and a large tiled walk-in shower with double shower heads. The upper level also includes a convenient laundry room and three additional bedrooms. The walk-out basement is mostly finished and offers excellent flexible living space with a media room, craft area, recreation room, and a third full bath. A large storage room with a window and closet could easily be converted into a fifth bedroom if desired. Enjoy relaxing on the welcoming front porch or entertaining on the new back deck overlooking the private backyard. This beautiful home offers space, comfort, and flexibility throughout and is ready for its new owners.

Beds:
6
Baths:
5.00
Sq.Ft.:
5,326
Status:
Active
MLS#:
MDSM2031084
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
1 Acres
Year built:
2026
Courtesy: Century 21 Redwood Realty 301-208-2288
View additional info

ADDITIONAL INFORMATION

Amazing custom Craftsman home loaded with upgraded features! Gourmet kitchen features a large island with plenty of seating, double ovens, a 6-burner gas cooktop with custom hood, stainless steel appliances, leathered granite countertops, and beautiful two-tone cabinetry. Huge walk-in pantry provides abundant storage. The kitchen, dining area, and great room flow seamlessly together, creating the perfect space for entertaining. Great room features a cozy gas fireplace and there is access to large covered porch. Main level offers 10-foot ceilings and luxury vinyl plank flooring throughout. Spacious primary suite includes a large walk-in closet connected directly to the laundry room, a custom tiled shower, soaking tub, and separate vanities. Custom lighting package adds style and warmth throughout the home. Upper level features four generously sized bedrooms, two full bathrooms with double sinks, a large loft area, and a second laundry room for added convenience. Finished basement includes a private guest suite, game room with rough-in for a wet bar, and a media room. Located in a lovely neighborhood and conveniently close to California and Leonardtown, this exceptional home will be ready for occupancy soon!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,959
Status:
Active
MLS#:
MDSM2030688
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
4.22 Acres
Year built:
1994
Courtesy: Redfin Corp 301-658-6186
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ADDITIONAL INFORMATION

Impeccably maintained, energy efficient, and located in a neighborhood of pristine, old-growth forest, this right-sized home is perfect for a young family or an older family with visiting guests. Drum Cliff is nestled between the headwaters of St Thomas Creek and the Patuxent River, and the neighborhood offers safe walking on its quiet, dead-end streets. Thoroughly updated in 2017 with a new kitchen, 2-car garage, master bathroom, and walk-in closet, and a large sunroom addition in 2021. New roof, water heater, added roof insulation, wood stove, encapsulated crawl space with dehumidifier, and skylight shadesall add to SMECO's energy efficiency rating of GREAT! New deck in 2025 and upgraded landscaping make this house move-in ready to sit back and enjoy.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,324
Status:
Active
MLS#:
MDSM2030800
Type:
Single Family-Detached
Subdivision:
North Hollywood
Lot size:
1.59 Acres
Year built:
1956
Courtesy: Samson Properties 443-975-7555
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ADDITIONAL INFORMATION

Welcome to this charming one-level 3 bedroom 1 bath home set on a beautiful 1.59-acre level lot in Hollywood! This home is the perfect blend of character, space, and extensive recent updates. Built in 1956 and thoughtfully improved over time, this home features 1,324 square feet of comfortable living space, including original hardwood flooring that adds warmth and timeless appeal. The kitchen has been previously renovated and serves as the heart of the home, highlighted by a large center island, granite countertops, stainless steel appliances, and ample space. Significant system upgrades provide peace of mind, including a fully replaced HVAC system (heat pump, air handler, and ductwork, 2022), updated electrical panel, new drain fields, and a main septic line replacement (2021). The home also features a complete roof replacement in 2022 with architectural shingles and updated plumbing (2023), with cast iron drains replaced by PVC. Outside, enjoy the privacy and possibilities of a fenced backyard, ideal for entertaining, recreation, or creating your dream outdoor living space. The expansive yard offers plenty of room for gatherings, gardening, or simply relaxing. The wide front porch provides a peaceful place to unwind and take in the natural surroundings. A detached oversized garage (682 square feet!) with electric offers excellent storage and workspace potential, ideal for hobbies, projects, or additional utility needs. Conveniently located for commuting in multiple directions while still offering a quiet, residential setting, this property presents a rare opportunity to own a home with character, land, and major system updates already completed.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,347
Status:
Active
MLS#:
MDSM2031048
Type:
Single Family-Detached
Subdivision:
Hollywood Shores
Lot size:
0.41 Acres
Year built:
1948
Courtesy: Douglas Realty, LLC 410-255-3690
View additional info

ADDITIONAL INFORMATION

***Always hoping for back up offers. Viewings are still welcome. This charming Cape Cod is nestled in a sought-after water-oriented community and offers the perfect blend of classic style and modern updates. Step inside to a welcoming living room centered around a gorgeous fireplace—an ideal space to relax or gather with guests. The eat-in kitchen has been beautifully upgraded with brand-new cabinets, countertops, and all new appliances, making it both stylish and functional. New luxury vinyl plank flooring flows throughout the main level, adding warmth and durability. The home features a desirable main-level primary bedroom with a private ensuite, while upstairs you’ll find two generously sized bedrooms—larger than typically found in a Cape Cod. A long formal dining room provides the perfect setting for hosting, with plenty of space for extended tables and memorable gatherings. Convenience abounds with a main-level laundry room and a mud room leading to the backyard—perfect for everyday living. Enjoy all the benefits of this wonderful community with an incredibly low HOA of just $10 per year. Optional membership in the civic association offers access to Pax River boat access, a community pool, playground, and more—bringing lifestyle and leisure right to your doorstep. Stay tuned—this one won’t last!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,378
Status:
Active
MLS#:
MDSM2030978
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
0.64 Acres
Year built:
1951
Courtesy: CENTURY 21 New Millennium 443-968-9595
View additional info

ADDITIONAL INFORMATION

COMPLETELY UPDATED & IMMACULATELY MAINTAINED!!! Stunning waterfront 3 Bedroom 2.5 Bath 2378SQFT retreat on sought after Cuckold Creek in Hollywood, Maryland! There’s something about pulling into this property that immediately slows you down. Maybe it’s the way the trees wrap the .64-acre lot, or how the home sits back just enough to feel private without feeling isolated. Either way, you can tell right away — this isn’t just another waterfront home. Step inside and the feeling continues. The space opens up, ceilings lift, and natural light pours in across engineered white oak hardwood floors that run seamlessly throughout the home, creating a clean, cohesive feel from room to room. It’s the kind of space that feels elevated without trying too hard. The kitchen is positioned perfectly to capture substantial water views, making it a place you’ll actually want to spend time in. Finished with leathered Fantasy Brown countertops and designed to flow naturally into the main living areas, it connects effortlessly to both everyday living and entertaining. Just beyond, the family room offers a more relaxed setting, anchored by a wood stove insert that brings warmth and character during cooler months. The main-level primary suite is tucked away for privacy and convenience, offering a comfortable retreat at the end of the day. Upstairs, two additional bedrooms are connected by a beautifully finished Jack and Jill bathroom, creating a layout that works seamlessly for guests or family. And then there’s the way this home lives outside. The screened-in porch is the kind of space you’ll use constantly — vaulted wood ceilings, a true extension of the home, and a place where time just seems to slow down. Step out onto the 24x12 deck and the setting really opens up, overlooking the backyard and the water beyond. A small fenced area with a dog door adds everyday functionality, blending convenience with the outdoor lifestyle. Follow the gentle path toward the water and you’ll find a private pier set on Cuckold Creek with approximately 5 feet of mean low water, a 12,000 lb boat lift, and a dedicated kayak rack — everything you need to actually enjoy being on the water. The shoreline has already been protected with new rip rap installed in 2024, giving peace of mind for years to come. Back at the home, the details that matter are already handled. The roof was replaced in 2020, and the property is supported by a crawlspace dehumidifier, oil backup heat, and an efficient heat pump hot water heater. The oversized two-car garage is complemented by an additional rear garage bay with a roll-up door, offering the kind of storage or workspace flexibility that’s hard to find. A large laundry and mudroom adds everyday practicality, designed for real life coming in from the outdoors. Every part of this home has been thoughtfully considered — from the way it flows, to the way it functions, to the way it allows you to actually enjoy the setting around it. Schedule your private showing today — this one won’t last.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,248
Status:
Active
MLS#:
MDSM2030856
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
0.49 Acres
Year built:
1979
Courtesy: RE/MAX Realty Group 301-884-9493
View additional info

ADDITIONAL INFORMATION

Welcome to this 3-bedroom 2 bath extremely clean home. Everything in this house was put in new within the last 6 years. Hardwood floors, drywall, light fixtures, hardware, heat pump, kitchen, ceramic tile baths, paint, wine fridge and rack, cabinets, carpet, roof, recessed lighting, ceiling fans, vanities, toilets, tub, shower, stainless steel appliances etc. Too much to mention all. This nicely landscaped home is gorgeous! Pride of ownership really shows. Huge block shed for workshop and or storage. Deck to grill or eat on, is off of the kitchen, that is surrounded by a large, 6ft high fenced in area. This location is close to everything. Shopping, work, recreation, restaurants, activities, movies, health care, gyms, places of worship, local culture and entertainment, as well as produce and farms. There are many waterfront activities too! Make an appointment today. You will NOT be disappointed!

Beds:
5
Baths:
3.00
Sq.Ft.:
2,006
Status:
Active
MLS#:
MDSM2030298
Type:
Single Family-Detached
Subdivision:
Holly Gaf Acres
Lot size:
0.67 Acres
Year built:
1974
Courtesy: RE/MAX One 410-535-6291
View additional info

ADDITIONAL INFORMATION

Welcome to 24665 E. Montiego Road in Hollywood, MD a split foyer home offering exceptional space, flexibility, and comfort. This thoughtfully designed residence features generous living areas on both levels, enhanced by durable and stylish LVP flooring throughout. The main level welcomes you with a spacious living room filled with natural light, a formal dining area perfect for gatherings, and an updated kitchen designed for both everyday living and entertaining. The lower level provides an expansive second living area with multiple rooms that can easily function as a family room, home office, gym, or guest suite. With a full layout and exterior access, this level offers excellent potential for an in-law suite or extended living arrangement. Recent upgrades include a new roof (2023), HVAC system (2023), and the added benefit of a water softener, offering both comfort and peace of mind for years to come. This home delivers the space, layout, and flexibility today’s buyers are looking for—don’t miss your opportunity to make it yours!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,634
Status:
Active
MLS#:
MDSM2030108
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
1.25 Acres
Year built:
2005
Courtesy: RE/MAX One 443-771-8009
View additional info

ADDITIONAL INFORMATION

PRICE IMPROVEMENT & FRESH UPDATES – Now Offered at $454,900. Pool is open and ready for summer. Welcome to this well-maintained split foyer home situated on a 1.25-acre lot in Hollywood, MD, offering the perfect blend of space, comfort, and convenience. Located in the sought-after Leonardtown school district—Duke Elementary, Leonardtown Middle, and Leonardtown High School—this home offers NO HOA and no Leonardtown town taxes while still providing easy access to Leonardtown's restaurants, shopping, and amenities. Step outside to enjoy your own private outdoor retreat, complete with a recently updated deck and patio, perfect for relaxing, hosting summer cookouts, or entertaining family and friends. The above-ground pool, including pump and chemicals, enhances the outdoor lifestyle and makes this home ideal for enjoying everything summer in Southern Maryland has to offer. This home features 3 bedrooms and 3 full bathrooms with approximately 1,640 total square feet, offering a functional and flexible layout for everyday living. The upper level provides a bright and inviting living space, while the lower level offers additional room for entertaining, guests, a home office, or recreation. Additional highlights include a spacious 2-car garage with extra depth and ample driveway parking, providing convenience and additional storage space. If you’ve been looking for space, privacy, outdoor living, and value in the Leonardtown school district, this property deserves a look. Now offered at $454,900.

Beds:
5
Baths:
3.00
Sq.Ft.:
2,728
Status:
Active
MLS#:
MDSM2030596
Type:
Single Family-Detached
Subdivision:
Winterseat
Lot size:
29.47 Acres
Year built:
1976
Courtesy: The Southside Group Real Estate 301-298-2892
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ADDITIONAL INFORMATION

Nestled on 29.5 acres of serene, wooded privacy, this exceptional estate offers a rare blend of character, modern updates, and endless potential. Inside the 2,700+ sq ft home, you’re welcomed by distinctive features like a striking cedar beam and dual staircases that add warmth and architectural charm. The spacious kitchen is a standout, featuring granite countertops, stainless steel appliances, tile flooring, and abundant cabinetry—perfect for both everyday living and entertaining. The home offers generously sized bedrooms, an updated guest bath, and a luxurious owner’s suite complete with a walk-in closet and a beautifully renovated en-suite with floor-to-ceiling tile and a walk-in shower. The main level provides multiple gathering spaces, including a formal dining room, a large family room, and a unique all-season room filled with natural light. The finished basement expands your living space with a cozy wood stove, three additional bedrooms, and a fully updated bathroom—ideal for guests or flexible living needs. Outside, two open field areas offer endless opportunities for recreation, gardening, or even horses, while the detached workshop with its own 200-amp service is perfect for hobbies, storage, or projects. With major updates including a newer roof, HVAC system, well pump, and hot water heater, this home offers peace of mind along with its natural beauty—all just minutes from shopping, dining, and Pax River.

Beds:
5
Baths:
4.00
Sq.Ft.:
3,408
Status:
Active
MLS#:
MDSM2030610
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
0.66 Acres
Year built:
1996
Courtesy: Century 21 Redwood Realty 301-208-2288
View additional info

ADDITIONAL INFORMATION

Hollywood waterfront on Cuckold Creek—custom-built, one-owner home offering space, quality, and beautiful water views. The main level features hardwood floors throughout, a primary bedroom with full bath, and a well-appointed kitchen with granite countertops and custom cabinetry, open to the breakfast area and family room with a gas fireplace. A bright sunroom overlooks the creek and provides access to the deck—ideal for relaxing or entertaining. Formal living and dining rooms complete the main level. Upstairs offers three additional bedrooms with ample space for family or guests. The finished walk-out basement includes a fifth bedroom, full bath, spacious rec room, large storage area, and a dedicated woodshop with built-in benches and shelving. Enjoy waterfront living with a 50’ pier

Beds:
5
Baths:
3.00
Sq.Ft.:
1,752
Status:
Active
MLS#:
MDSM2030250
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
1.04 Acres
Year built:
1990
Courtesy: RE/MAX One 443-771-8009
View additional info

ADDITIONAL INFORMATION

You want large? You want one level? You want some land? You want to be rural? You want to be close to everything? This probably checked most or all your boxes. Stainless appliances, granite counter tops, hardwood flooring, etc. to take it to the top of your list. OVersized 2 car garage too. 5 BR, 3 BA single family rambler in sought after Hollywood.

Beds:
4
Baths:
4.00
Sq.Ft.:
4,040
Status:
Active
MLS#:
MDSM2030180
Type:
Single Family-Detached
Subdivision:
Newton Manor
Lot size:
4.12 Acres
Year built:
2007
Courtesy: CENTURY 21 New Millennium 301-862-2169
View additional info

ADDITIONAL INFORMATION

Beautiful colonial situated on a 4.12 acre secluded lot backing to 28 acres of Forest Conservation area! This home has it all including 4 bedrooms, 3 1/2 bathrooms, finished basement with kitchen and more. As you enter the foyer the hardwood floors lead you to a den/office perfect for working from home and extra space. The kitchen includes upgraded stainless appliances, a breakfast area, and sliders leading to the deck and screened porch. The screened porch is a perfect spot to relax and enjoy the sounds of nature...grab your coffee or evening cocktail and take a break from the world! Family room with wood floors off kitchen with a gas fireplace. The primary bedroom has vaulted ceilings, sitting area and walk in closets. The primary bath has dual sinks, a large soaking tub, and separate shower. 3 additional bedrooms, a full bathroom complete the upper level. Just when you thought you were done, the finished basement won't disappoint! The walk out basement is finished and includes an exercise area, rec room, full kitchen, additional room that could be used as a guest area or flex space and a full bathroom. Great potential for grown children in college, or in law suite, let your imagination run wild. The basement sliders open to a patio and access to the back yard with storage shed. Easy access to Route 235 for those travelling north and south or commuting to the base. Close to schools, shopping and area amenities. Schedule your online appointment today.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,748
Status:
Active
MLS#:
MDSM2030554
Type:
Single Family-Detached
Subdivision:
Willowbrook Cluster
Lot size:
1.27 Acres
Year built:
2002
Courtesy: CENTURY 21 New Millennium 301-862-2169
View additional info

ADDITIONAL INFORMATION

Back on Market. Buyer financing fell through. Stunning custom built colonial on a 1.27 acre corner lot. This home is a dream come true. As you enter the foyer the hardwood floors lead you throughout the main level of the home. The gourmet kitchen includes upgraded cabinets, granite counters, upgraded appliances, cook top and wall ovens. The breakfast area has views of the back yard and access to the study/den/office off the kitchen and also includes access to the back yard. The main level primary bedroom features hardwood floors, walk in closet and a tray ceiling. The primary bathroom has been fully remodeled to include tile floors, free standing soaking tub, shower with rain head water feature and dual vanities. Main level laundry and utility room for easy access and convenience. The open concept two story family room with site lines to the kitchen and breakfast area is perfect for entertaining and hosting gatherings. The family room has a gas stone fireplace and lots of natural light. The formal dining room is spacious and includes hardwood floors with access to the kitchen and foyer. As you reach the top level of the home, there are 3 additional bedrooms and a hall full bathroom with dual vanities and a separate tub area. But the best is yet to come....the back yard is your own private oasis. Step outside to the two tiered patio with professional landscaping and exterior lighting. The in ground salt pool water is open and ready for the swim season. Get your bathing suit ready and move right in. The outdoor pavilion won't disappoint. The stone fireplace, built in barbeque/kitchen and bar create the perfect outdoor setting that will make you feel like you are on vacation every day. Additional features include Xfinity fiber optic cable, fencing around pool and patio areas, additional attic storage, large outdoor shed and a 2 car side load garage. Easy access to Route 235 for those commuting both North and South. Close to schools, shopping and other area amenities. Make your appointment today so you don't miss out!

Beds:
6
Baths:
5.00
Sq.Ft.:
5,179
Status:
Active
MLS#:
MDSM2030248
Type:
Single Family-Detached
Subdivision:
St Marys
Lot size:
1.87 Acres
Year built:
2024
Courtesy: Redfin Corp 301-658-6186
View additional info

ADDITIONAL INFORMATION

PRICE REDUCED!!! Welcome to refined living in this exceptional QBHI Fairfax model, perfectly situated on nearly two private acres and just 16 months young. Located in the highly sought-after Broyhill community of Leonardtown, this beautifully crafted home blends luxury, comfort, and thoughtful design at every turn. From the moment you arrive, you’ll appreciate the expansive, mostly flat yard—ideal for outdoor enjoyment—with a pool, swing set, and storage shed already in place. The attached two-car garage is equipped with a Tesla charger, adding modern convenience to this stunning property. Step inside to discover a truly gourmet kitchen that will impress even the most discerning chef. Featuring striking white quartz countertops with elegant gray veining, custom tan wood cabinetry with burnished copper finishes, high-end multi-paneled Samsung appliances, and a charming farmhouse sink, this space is both functional and beautiful. The adjoining breakfast nook sits within a generous 4-foot bump-out morning room, filling the space with natural light.The family room is a showstopper with its cozy gas fireplace and dramatic floor-to-ceiling stone façade—perfect for gathering or relaxing evenings at home. The main level also offers a formal dining room, an expansive side-by-side office, a convenient drop zone with built-in storage leading to the garage, a private bedroom with a full attached bath, and an additional powder room for guests. Downstairs, the fully finished basement expands your living space with a large recreation area perfect for movie nights or entertaining, along with an additional bedroom and full bath.Upstairs, you’ll find four generously sized bedrooms, including a luxurious primary suite complete with a sitting area, dual walk-in closets, and a spa-inspired bath featuring dual sinks with ample cabinetry, a soaking tub, and a spacious 6' x 6' deluxe shower. Three additional bedrooms share a well-appointed hall bath with dual sinks, and the conveniently located upper-level laundry room makes everyday living effortless. Nestled in a community known for its curated selection of craftsman-style homes and spacious lots, Broyhill offers both privacy and charm. Enjoy peaceful surroundings while just minutes from downtown Leonardtown’s shopping and dining, and from nearby Dorsey Park for outdoor recreation. This is the one you’ve been waiting for—schedule your private tour today!

Beds:
n/a
Baths:
Sq.Ft.:
3,744
Status:
Active
MLS#:
MDSM2028692
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
21.05 Acres
Year built:
2000
Courtesy: RE/MAX One 443-771-8009
View additional info

ADDITIONAL INFORMATION

This property is located in a rapidly developing area of central St. Mary’s County very close to the expanding county airport, offering strong potential for future growth and investment. The parcel is currently zoned RL (Residential Low Density), which allows for one dwelling unit per acre, with the potential for up to five homes per acre under the current zoning ordinance. Additionally, neighboring properties reflect varying zoning classifications, which may present an opportunity for rezoning or future development alignment, subject to county approval. All zoning, density, and development possibilities should be independently verified through St. Mary’s County Land Use & Growth Management, and any proposed use is subject to county review, approval, and applicable regulations. If development not in the cards there are a lot of various fruit, (peach, 3 types of apple, fig, pear, etc) trees on the property.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,226
Status:
Active
MLS#:
MDSM2030414
Type:
Single Family-Detached
Subdivision:
Drum Cliffs
Lot size:
0.72 Acres
Year built:
1953
Courtesy: Pearson Smith Realty, LLC 571-386-1075
View additional info

ADDITIONAL INFORMATION

Premier Waterfront Retreat with Unrivaled Patuxent River Views This extraordinary residence rises above all other waterfront offerings—an exceptional retreat that delivers the best of both worlds with awe inspiring views of the water and the surrounding wooded landscape. From its commanding position, the home offers sweeping 180 degree vistas of the Patuxent River, creating a true “top of the world” experience. With water views from every room, you’ll never miss a moment of the natural habitat unfolding right outside your windows. Step down to your own private beach to enjoy an intimate connection with the tranquil waters of the Patuxent—perfect for quiet mornings, afternoon relaxation, or peaceful sunset reflections. Blending natural beauty with modern comfort, this home provides a serene escape that has been meticulously crafted and exceptionally maintained. Recent upgrades include two fully renovated bathrooms, a new water heater, and a resurfaced driveway. The house also has an updated Holding Tanks fully compliant with state and county regulations. All contributing to the home’s high standards and long term reliability. A rare opportunity to experience the very best of waterfront living—where comfort, beauty, and nature come together in perfect harmony.

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Andrea Conner, Maryland License 667140, Xome Inc., License 667140, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, D.C. License BR200200783, Xome Inc., License CO98372739, [email protected], 844-400- 9663, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, PA License # RM425337, Xome Inc., PA License #RB067821, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, NJ License # 1758875, Xome Inc. NJ License # 2326449, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

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Hollywood Real Estate

Hollywood is located in Maryland. Hollywood, Maryland has a population of 11,304. Hollywood is more family-centric than the surrounding county with 40.45% of the households containing married families with children. The county average for households married with children is 35.05%.

The median household income in Hollywood, Maryland is $129,948. The median household income for the surrounding county is $102,859 compared to the national median of $69,021. The median age of people living in Hollywood is 39.3 years.

Hollywood Weather

The average high temperature in July is 87.1 degrees, with an average low temperature in January of 26.9 degrees. The average rainfall is approximately 45.6 inches per year, with 14.5 inches of snow per year.

Hollywood Map

Hollywood Real Estate Market Conditions

  • Median sales price

    $710,000
    12.7%
    change since last quarter
  • # Active listings

    41
    30-day change

Hollywood Schools and Demographics

Education near Hollywood, MD

City County
High School Graduates 88.68 91.67
College Degree - 2 year 3.71 7.83
College Degree - 4 year 34.26 33.03
Graduate Degree 13.62 11.79
Expenditures per Student 15,242 15,242
Students per Teacher 15.9 15.9

Elementary Schools near Hollywood, MD

Grades Students P/T Ratio ZIP
Benjamin Banneker Elementary School PK - 05 683 15 20656
Evergreen Elementary School PK - 05 795 19.3 20619
George Washington Carver Elementary School PK - 05 644 17 20634
Greenview Knolls Elementary School PK - 05 408 17.9 20634
Hollywood Elementary School PK - 05 550 18.2 20636
St. Leonard Elementary PK - 05 494 15.2 20685

High Schools near Hollywood, MD

Grades Students P/T Ratio ZIP
Great Mills High School 09 - 12 1,549 17.8 20634

Demographics near Hollywood, MD

City County
Neighborhood Type Suburban
Population 11,304 113,209
Population Density 307 316
Median Age 39.3 36.7
People per Household 3.1 2.8
Median Household Income 129,948 102,859
Average Income per Capita 48,843 44,208

Real estate near Hollywood